Book Chebeague Island Bed & Breakfast

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Aug 15 - Aug 17
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Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

B&B in Chebeague Island

Inn at St John Portland In-Town
Classic building with a stone facade and commercial establishments on the ground floor.

Inn at St John Portland In-Town

2.5 star property
8.8 out of 10, Excellent, (1043)
"Quaint and fun old style place to stay. "
$139 nightly
The price is $152
Sep 1 - Sep 2
Total includes taxes and fees
Inn at St John Portland In-Town
Old Orchard Beach Inn
Relax in a serene outdoor setting surrounded by lush greenery and comfortable seating.

Old Orchard Beach Inn

2.5 star property
8.2 out of 10, Very Good, (1001)
"The property was gorgeous, quaint, and a home away from home. "
$179 nightly
The price is $196
Sep 1 - Sep 2
Total includes taxes and fees
Old Orchard Beach Inn
Blind Tiger Portland - Danforth Street.
Relax in a serene room with a four-poster canopy bed, featuring a table for reading and a decorative vase.

Blind Tiger Portland - Danforth Street.

3.5 star property
9.6 out of 10, Exceptional, (149)
"Everything was wonderful, we highly recommend staying here to anyone considering it."
$399 nightly
The price is $435
Aug 18 - Aug 19
Total includes taxes and fees
Blind Tiger Portland - Danforth Street.
Fleetwood House Bed & Breakfast
Step up to the charming Fleecwood House, featuring a traditional facade with a welcoming porch and beautiful tree-lined surroundings.

Fleetwood House Bed & Breakfast

3.0 star property
9.0 out of 10, Wonderful, (121)
"We had a great time! The breakfast was wonderful! "
$229 nightly
The price is $250
Aug 12 - Aug 13
Total includes taxes and fees
Fleetwood House Bed & Breakfast
The Orchard House & Cafe
Stylish entrance with a central door and potted evergreen trees.

The Orchard House & Cafe

3.0 star property
9.6 out of 10, Exceptional, (150)
"The place was perfect"
$209 nightly
The price is $228
Aug 10 - Aug 11
Total includes taxes and fees
The Orchard House & Cafe
Blind Tiger Portland – Carleton Street
Relax in a stylish living room with a sofa, side table, and artwork, perfect for reading and unwinding.

Blind Tiger Portland – Carleton Street

3.5 star property
9.8 out of 10, Exceptional, (114)
"The Blind Tiger was a gem. It was convenient and private enough to enjoy with staff available 24/7 with and questions. The room, lobby and all areas were immaculate and brilliantly arranged. I would definitely go again!"
$391 nightly
The price is $427
Aug 10 - Aug 11
Total includes taxes and fees
Blind Tiger Portland – Carleton Street
The James Place Inn B&B
Enjoy a romantic meal for two on the deck, surrounded by the house's charming facade.

The James Place Inn B&B

3.5 star property
10.0 out of 10, Exceptional, (173)
"Location to the busy areas of Freeport is steps away from this quiet oasis. Very nice innkeepers and staff will be there to make your stay pleasant while allowing you the privacy of a hotel guest. We stayed one night on our way home from mid coastal Maine and enjoyed our stay. "
$304 nightly
The price is $331
Aug 7 - Aug 8
Total includes taxes and fees
The James Place Inn B&B
And. N B&B
Stroll up to the central entrance of this charming two-story house, featuring a gabled roof and a cozy porch.

And. N B&B

3.0 star property
9.8 out of 10, Exceptional, (65)
"Lovely place to stay. Sweet staff and delicious breakfast. "
$169 nightly
The price is $185
Sep 6 - Sep 7
Total includes taxes and fees
And. N B&B
Brewster House Bed & Breakfast
Escape to a serene garden oasis with a charming cottage nestled among vibrant flowers and lush greenery.

Brewster House Bed & Breakfast

4.0 star property
9.8 out of 10, Exceptional, (112)
"Wonderful hosts. Enjoyed quiet evening and lovely gourmet breakfast. Truly memorable stay. We look forward to returning in the future."
$299 nightly
The price is $326
Aug 10 - Aug 11
Total includes taxes and fees
Brewster House Bed & Breakfast
The Kendall Inn
Charming two-story house with a welcoming porch and a beautifully manicured lawn.

The Kendall Inn

3.5 star property
9.8 out of 10, Exceptional, (131)
"Quaint stay. Enjoyed our stay. "
$234 nightly
The price is $255
Aug 10 - Aug 11
Total includes taxes and fees
The Kendall Inn
Candlebay Inn
Welcome to Candlebay Inn, a charming hotel surrounded by lush greenery and a well-manicured lawn.

Candlebay Inn

3.0 star property
9.6 out of 10, Exceptional, (434)
"The Inn was great and the staff was very hospitable "
$199 nightly
The price is $217
Aug 11 - Aug 12
Total includes taxes and fees
Candlebay Inn
West End Inn
Enjoy the view from this cozy corner bay window with a porch and brick facade.

West End Inn

3.0 star property
9.6 out of 10, Exceptional, (90)
"Extremely cozy and clean, perfect bed and breakfast in the West End for those looking for walkable access to the Old Port and downtown as well as a quiet retreat at night in the historic West End District. "
West End Inn
Benjamin F. Packard House
Enjoy dining or socializing in this charming patio area with a small table and two chairs under a pergola with string lights.

Benjamin F. Packard House

3.0 star property
10.0 out of 10, Exceptional, (98)
"wonderful!!! great location, comfy bed, quiet and relaxing space, gorgeous decor, delicious breakfast."
$249 nightly
The price is $271
Aug 14 - Aug 15
Total includes taxes and fees
Benjamin F. Packard House
"SABINO" 1 Bdrm Suite
Escape to a serene garden oasis with a charming thatched-roof pavilion surrounded by lush greenery and a tranquil body of water.

"SABINO" 1 Bdrm Suite

10.0 out of 10, Exceptional, (13)
"Will definitely stay again."
"SABINO" 1 Bdrm Suite
PineCrest Inn
Experience the charm of this traditional bed and breakfast, featuring a welcoming front porch and beautifully maintained grounds.

PineCrest Inn

4.0 star property
9.8 out of 10, Exceptional, (103)
"Lovely home, great breakfast. Kathy is a very gracious hostess and really helped us to thoroughly enjoy the Portland area."
PineCrest Inn
Kennebec Room - King Bed, Private Bath
Experience traditional elegance in this beautifully designed space, featuring a grand fireplace, ornate staircase, and high ceilings.

Kennebec Room - King Bed, Private Bath

8.8 out of 10, Excellent, (6)
"What a lovely place. My wife and I were able to relax and recharge. The home and property are an experience themselves. Then the beach right here for long walks was so rejuvenating. Rachel our host was a picture of hospitality and breakfast was so yummy. Thanks for the loving care, just what we needed!"
Kennebec Room - King Bed, Private Bath
The Chadwick Bed & Breakfast
Terrace/patio

The Chadwick Bed & Breakfast

3.5 star property
9.8 out of 10, Exceptional, (48)
"Great getaway within Portland. The breakfast is first rate!"
The Chadwick Bed & Breakfast
Lake View Suite - Large King, Ensuite Bath
Cozy living area with a traditional fireplace, high ceiling, and large window offering a view of the outdoors.

Lake View Suite - Large King, Ensuite Bath

9.4 out of 10, Exceptional, (3)
"Clean and enjoyable"
Lake View Suite - Large King, Ensuite Bath
Harpswell Inn
Exterior

Harpswell Inn

2.0 star property
10.0 out of 10, Exceptional, (3)
"Had a great stay. The owner was SO welcoming. The setting is beautiful!!!!"
Harpswell Inn
Stonehouse Manor -Popham Beach B&B - Pond Island Room
Experience the warmth of a traditional atmosphere, complete with a grand fireplace, ornate staircase, and elegant chandelier.

Stonehouse Manor -Popham Beach B&B - Pond Island Room

10.0 out of 10, Exceptional, (1)
"The place is quiet, breakfast was so good and Jane the host is a very kind, knowledgeable person. "
Stonehouse Manor -Popham Beach B&B - Pond Island Room
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chebeague Island Hotel Reviews

La Quinta Inn & Suites by Wyndham Portland

La Quinta Inn & Suites by Wyndham Portland

10/10 Excellent
"I liked that it was so close to the airport I had a 6am flight "
Angela 3-night trip
Posted 23 hours ago
La Quinta Inn & Suites by Wyndham Portland

Frequently asked questions

What is the nightly rate for a Bed and Breakfast in Chebeague Island?
Prices for B&Bs in Chebeague Island often vary, but you can find a great deal from $152 with Expedia. All sorts of factors affect price, such as location and the time of year. It usually costs more to stay at Chebeague Island B&Bs over the weekend too. Travelers can find the best deals by being flexible with their dates, and by using our filters to sort prices from low to high.
When is the best time to book a Bed and Breakfast in Chebeague Island?
The best time to book a B&B in Chebeague Island is during the summer months, particularly from June to August. This vibrant season draws visitors eager to enjoy the island's stunning coastal scenery, partake in water activities, and bask in the warm weather, with temperatures typically ranging from the mid-60s to low 80s Fahrenheit.

July stands out as the peak month, where the island comes alive with festivals, outdoor concerts, and bustling local markets. It's an ideal time for families and couples looking to soak in the lively atmosphere, as well as explore the picturesque beaches and charming walking trails that showcase the island's natural beauty.

For those seeking a more tranquil experience, consider visiting in September. During this time, you can still enjoy pleasant weather, along with the added bonus of fewer crowds. The summer bustle gives way to a quieter charm, allowing for leisurely walks along the shoreline and peaceful moments watching the sunset.
What is the difference between a Chebeague Island Bed & Breakfast and a hotel?
Every Chebeague Island B&B has its own unique feel. Whether it's a cozy reading space or a sunlit breakfast nook to enjoy your morning cup of coffee, the quaint details are what make bed and breakfasts a home away from home. Travelers can look forward to personal touches, thoughtful amenities and of course a scrumptious breakfast at Chebeague Island B&Bs.